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2,7-Dichlorodihydrofluorescein diacetate

Cayman Chemical Item Number 85155

DCDHF diacetate; DCF (CAS 4091-99-0)

2,7-Dichlorodihydrofluorescein diacetate (CAS 4091-99-0)

See more	Fluorescence (90) Reactive Probes (27)

Description

DCDHF (commonly known as dichlorofluorescin) is used as an indicator of peroxynitrite formation.^1,2 DCDHF is supplied as the diacetate ester. Following enzymatic or base-catalyzed cleavage of the diacetate groups, it is readily oxidized to the highly fluorescent product dichlorofluorescein (DHF). Peroxynitrite is an efficient mediator of this oxidation and neither NO, superoxide, nor hydrogen peroxide alone appear to oxidize DCDHF. Formation of DHF can be monitored by fluorescence spectroscopy using excitation and emission wavelengths of 502 and 523 nm, respectively, or by absorbance spectroscopy at 500 nm (ε = 59,500 M⁻¹cm⁻¹).^1,2

1 Crow, J.P. Dichlorodihydrofluorescein and dihydrorhodamine 123 are sensitive indicators of peroxynitrite in vitro: Implications for intracellular measurement of reactive nitrogen and oxygen species. Nitric Oxide 1 145-157 (1997).

2 Kooy, N.W., Royall, J.A., and Ischiropoulos, H. Oxidation of 2',7'-dichlorofluorescin by peroxynitrite. Free Radic Res 27 245-254 (1997).

Synonyms	DCDHF diacetate DCF
Formal Name	2-(2,7-dichloro-3,6-diacetyloxy-9H-xanthen-9-yl)-benzoic acid
CAS Number	4091-99-0
Molecular Formula	C₂₄H₁₆Cl₂O₇
Formula Weight	487.3
Formulation	A crystalline solid
Purity	≥95%
λ_max	258 nm
Stability	1 year
Storage	-20°C
Shipping	Wet ice in continental US; may vary elsewhere
SMILES	Copy SMILES to clipboard CC(=O)Oc1cc2Oc3cc(OC(=O)C)c(Cl)cc3C(c2cc1Cl)c1ccccc1C(=O)O

Background Reading

Kooy, N.W., Royall, J.A., and Ischiropoulos, H. Oxidation of 2',7'-dichlorofluorescin by peroxynitrite. Free Radic Res 27 245-254 (1997).

Possel, H., Noack, H., Augustin, W., et al. 2,7-dihydrodichlorofluorescein diacetate as a fluorescent marker for peroxynitrite formation. FEBS Lett 416 175-178 (1997).

Crow, J.P. Dichlorodihydrofluorescein and dihydrorhodamine 123 are sensitive indicators of peroxynitrite in vitro: Implications for intracellular measurement of reactive nitrogen and oxygen species. Nitric Oxide 1 145-157 (1997).

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